Process for preparing glycol ethers

Abstract

This invention pertains to the production of glycol monoalkyl ethers and dialkyl ethers by reaction of an aldehyde, and an alcohol with carbon monoxide and hydrogen in the presence of a catalyst comprising a cobalt-containing compound and a cyclopentadienyl ligand.

What is claimed is: 
     
       1. A process for preparing glycol monoalkylethers and dialkylethers which comprises reacting a mixture of hydrogen, carbon monoxide, an aldehyde of the formula:   RCHO,     wherein R is selected from the group consisting of hydrogen and alkyl of from 1 to 10 carbon atoms and an alcohol of the formula:     R'OH,     wherein R' is alkyl of from 1 to 10 carbon atoms, in the presence of a catalyst comprising a cobalt-containing compound and at least one cyclopentadienyl ligand at superatmospheric pressures of 500 psi or greater until substantial formation of the said glycol monoalkylethers and dialkylethers has been achieved and recovering the said ethers from the reaction mixture.   
     
     
       2. The process of claim 1 wherein the said reaction mixture is heated at a temperature of from about 50° to about 300° C. 
     
     
       3. The process of claim 1 wherein the said reaction mixture is heated at a temperature of about 100° to about 250° C. 
     
     
       4. The process of claim 1 wherein the process is conducted at a pressure of about 1000 psi to about 5000 psi. 
     
     
       5. The process of claim 1 wherein the said cobalt-containing compound is selected from the group consisting of one or more oxides of cobalt, cobalt salts of a mineral acid, cobalt salts of an organic carboxylic acid and cobalt carbonyl or hydrocarbonyl derivatives. 
     
     
       6. The process of claim 5 wherein the said cobalt-containing compound is selected from the group consisting of cobalt oxide, cobalt chloride, cobalt iodide, cobalt nitrate, cobalt sulfate, cobalt acetate, cobalt propionate, cobalt acetylacetonate, and dicobalt octacarbonyl. 
     
     
       7. The process of claim 6 wherein said cobalt compound is cobalt(II) acetate. 
     
     
       8. The process of claim 6 wherein said cobalt compound is dicobalt octacarbonyl. 
     
     
       9. The method of claim 1 wherein said aldehyde is selected from the group consisting of formaldehyde and paraformaldehyde. 
     
     
       10. The process of claim 9 wherein the said aldehyde is formaldehyde. 
     
     
       11. The process of claim 9 wherein the said aldehyde is paraformaldehyde. 
     
     
       12. The process of claim 1 wherein the said alcohol is selected from the group consisting of methanol, ethanol, propanol, butanol, pentanol and isomers thereof. 
     
     
       13. The process of claim 12 wherein the said alcohol is methanol. 
     
     
       14. The process of claim 12 wherein the said alcohol is ethanol. 
     
     
       15. The process of claim 12 wherein the said alcohol is n-butanol. 
     
     
       16. The process of claim 1 wherein the said cyclopentadienyl ligand is a compound selected from the group consisting of cyclopentadiene, methylcyclopentadiene, pentamethylcyclopentadiene, tert-amylcyclopentadiene and n-butylcyclopentadiene. 
     
     
       17. The process of claim 16 wherein the said cyclopentadienyl ligand is cyclopentadiene. 
     
     
       18. The process of claim 16 wherein the said cyclopentadienyl ligand is pentamethylcyclopentadiene. 
     
     
       19. The process of claim 16 wherein the said cyclopentadienyl ligand is methylcyclopentadiene. 
     
     
       20. The process of claim 1 wherein the said aldehyde is formaldehyde, the said alcohol is methanol, the said cobalt-containing compound is dicobalt octacarbonyl and the said cyclopendienyl ligand is cyclopentadiene. 
     
     
       21. The process of claim 1 wherein the said aldehyde is formaldehyde, the said alcohol is n-butanol and the said cobalt-containing compound is cyclopentadienylcobalt dicarbonyl. 
     
     
       22. The process of claim 1 wherein the said aldehyde is formaldehyde, the said alcohol is n-butanol, the said cobalt-containing compound is dicobalt octacarbonyl and the said cyclopentadienyl ligand is pentamethylcyclopentadiene.